Three Days of Quiet Luxury at The Escalante in Naples

Tucked between the galleries and courtyards of Naples’ historic downtown sits one of the city’s most intimate luxury hotels. With only eleven bungalow-style accommodations, The Escalante is a quiet retreat in the heart of it all, at the crossroads of 5th Avenue South and Third Street South. Guests are welcomed with a personal concierge, golf cart service to the beach, and access to one of Naples’ most respected fine-dining restaurants: Veranda E.

Here’s how to spend three days taking in everything this peaceful escape has to offer.

Day One: Arrival, Shopping, and Dinner at Veranda E

Begin your visit with an afternoon check-in at The Escalante. The property is named after Escalante Fontaneda, a Spaniard who lived among the Calusa in the 1500s—a fitting nod for a hotel that blends old-world charm with contemporary comfort. After a friendly welcome, take a moment to settle into your bungalow. With just eleven in total, each suite offers a unique sense of privacy and space, complete with a mini fridge, designer toiletries, and easy access to both the pool and tropical pergolas.

Before dinner, enjoy a walk through the gardens or unwind with fresh juice by the fountain-set jacuzzi. If you’re looking to start a truly relaxing vacation, consider booking an in-room massage service. Alternatively, consider exploring the famous shopping districts, 5th Avenue South and Third Street South—both of which are directly outside your door.

Stop by Marilyn’s for European fashion and accessories, browse wildlife and nature art pieces at Native Visions Gallery, or pick out a new pair of quality-crafted sandals at Bob Baker Shoes. For elevated resort wear and coastal pieces, Petunias of Naples and Back of the Bay Boutique offer curated selections perfect for a trip to Southwest Florida. Whether you’re shopping for yourself or seeking a special gift, this stretch of the city offers one-of-a-kind finds without needing to leave the neighborhood.

As the sun begins to set on your day in Naples, make plans to dine at Veranda E. This on-site restaurant at The Escalante is open to hotel guests, friends, and members only. Additionally, it’s known for sourcing ingredients directly from the hotel’s organic garden, creating a unique menu of global haute cuisine that changes with the seasons. You can enjoy dinner in the main dining area, request a quiet table near the pool, or even inquire about private dining.

Day Two: Morning Tea, Beach Picnic, and Afternoon Tea

Begin your morning with a complimentary continental breakfast, served either on your patio or at Veranda E. Expect freshly baked goods, yogurt, granola, seasonal fruit, and house-made juices. After breakfast, spend some time enjoying the warm breeze beneath one of the property’s shaded pergolas or relax near the pool.

Next, prepare for a beach day without having to pack a thing. Just ask the concierge and they’ll arrange golf cart service to nearby Naples Beach—only a few blocks away. You’ll be provided with chairs, towels, umbrellas, and even a catered lunch. Whether you’re reading, swimming, or enjoying your lunch with toes in the sand, the quiet service and comfortable setup make this a highlight of any stay.

Later in the afternoon, return to The Escalante and unwind with afternoon tea, available in the courtyard. If you’re feeling active, the hotel also offers poolside and beach fitness programs as well as complimentary bike rentals—ideal for exploring nearby neighborhoods or riding along Gulf Shore Boulevard.

For your second night, take a short walk to one of the acclaimed restaurants along 5th Avenue South. For example, The Escalante's location puts you just a one-minute walk from Sails Restaurant and The French Brasserie Rustique. Other favorites along this road include Osteria Tulia and Del Mar Naples. The concierge can assist with reservations and directions.

Day Three: Morning Swim and Departure

Make the most of your final morning with a few quiet laps in the courtyard pool or one last breakfast on your patio. If you happen to be visiting on a Saturday, you may want to stop by the weekly Third Street South Farmer’s Market to pick up locally-made produce, jams, pastries, or coffee as a fun souvenir for friends and family.

A stay at The Escalante doesn’t feel like a typical hotel stay—and that’s the point. With only a handful of bungalows, a garden-fed restaurant, and service that’s both warm and low-key, it offers a rare kind of privacy in the middle of downtown Naples. Whether you’re lounging by the pool, sipping tea in the courtyard, or being dropped off at Naples Beach via golf cart, the experience is quiet, personal, and unlike anywhere else. For boutique charm just steps from the beach, ONLY Paradise will do.